Novel cyanine dyes as fluorescent pH sensors: PET, ICT mechanism or resonance effect?

Yufang Xu; Yan Liu; Xuhong Qian

doi:10.1016/j.jphotochem.2007.03.004

Novel cyanine dyes as fluorescent pH sensors: PET, ICT mechanism or resonance effect?

Yufang Xu
, Yan Liu
, Xuhong Qian^*

^*Corresponding author for this work

East China University of Science and Technology

Research output: Contribution to journal › Article › peer-review

40 Scopus citations

Abstract

Cyanine and related polymethine dyes have been widely used as fluorescent and phosphorescent dyes for biological investigations. But the mechanism of this kind of cyanine dye as pH sensor is still not clear. In this paper, two groups of cyanine dyes were designed and synthesized, each including two asymmetry cyanine dyes and one symmetry dye. The UV-vis and fluorescent spectra of compounds Ia-b and IIa-b were recorded in phosphate buffers with different pH value. It was found that these compounds could be used as a kind of pH sensors with high pK_a value. The calculation on structures or conformations of compounds Ia-b, IIa-b and Ic before and after protonation revealed that the planar conjugations were different between non-protonic and protonic forms. It implied that the change from PET to ICT system was possible in the process of binding between polymethine cyanine dyes and proton.

Original language	English
Pages (from-to)	1-8
Number of pages	8
Journal	Journal of Photochemistry and Photobiology A: Chemistry
Volume	190
Issue number	1
DOIs	https://doi.org/10.1016/j.jphotochem.2007.03.004
State	Published - 5 Jul 2007
Externally published	Yes

Keywords

Cyanine dyes
Fluorescent pH sensors
ICT mechanism
PET mechanism
Resonance effect

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10.1016/j.jphotochem.2007.03.004

Cite this

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title = "Novel cyanine dyes as fluorescent pH sensors: PET, ICT mechanism or resonance effect?",

abstract = "Cyanine and related polymethine dyes have been widely used as fluorescent and phosphorescent dyes for biological investigations. But the mechanism of this kind of cyanine dye as pH sensor is still not clear. In this paper, two groups of cyanine dyes were designed and synthesized, each including two asymmetry cyanine dyes and one symmetry dye. The UV-vis and fluorescent spectra of compounds Ia-b and IIa-b were recorded in phosphate buffers with different pH value. It was found that these compounds could be used as a kind of pH sensors with high pKa value. The calculation on structures or conformations of compounds Ia-b, IIa-b and Ic before and after protonation revealed that the planar conjugations were different between non-protonic and protonic forms. It implied that the change from PET to ICT system was possible in the process of binding between polymethine cyanine dyes and proton.",

keywords = "Cyanine dyes, Fluorescent pH sensors, ICT mechanism, PET mechanism, Resonance effect",

author = "Yufang Xu and Yan Liu and Xuhong Qian",

year = "2007",

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doi = "10.1016/j.jphotochem.2007.03.004",

language = "英语",

volume = "190",

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}

TY - JOUR

T1 - Novel cyanine dyes as fluorescent pH sensors

T2 - PET, ICT mechanism or resonance effect?

AU - Xu, Yufang

AU - Liu, Yan

AU - Qian, Xuhong

PY - 2007/7/5

Y1 - 2007/7/5

N2 - Cyanine and related polymethine dyes have been widely used as fluorescent and phosphorescent dyes for biological investigations. But the mechanism of this kind of cyanine dye as pH sensor is still not clear. In this paper, two groups of cyanine dyes were designed and synthesized, each including two asymmetry cyanine dyes and one symmetry dye. The UV-vis and fluorescent spectra of compounds Ia-b and IIa-b were recorded in phosphate buffers with different pH value. It was found that these compounds could be used as a kind of pH sensors with high pKa value. The calculation on structures or conformations of compounds Ia-b, IIa-b and Ic before and after protonation revealed that the planar conjugations were different between non-protonic and protonic forms. It implied that the change from PET to ICT system was possible in the process of binding between polymethine cyanine dyes and proton.

AB - Cyanine and related polymethine dyes have been widely used as fluorescent and phosphorescent dyes for biological investigations. But the mechanism of this kind of cyanine dye as pH sensor is still not clear. In this paper, two groups of cyanine dyes were designed and synthesized, each including two asymmetry cyanine dyes and one symmetry dye. The UV-vis and fluorescent spectra of compounds Ia-b and IIa-b were recorded in phosphate buffers with different pH value. It was found that these compounds could be used as a kind of pH sensors with high pKa value. The calculation on structures or conformations of compounds Ia-b, IIa-b and Ic before and after protonation revealed that the planar conjugations were different between non-protonic and protonic forms. It implied that the change from PET to ICT system was possible in the process of binding between polymethine cyanine dyes and proton.

KW - Cyanine dyes

KW - Fluorescent pH sensors

KW - ICT mechanism

KW - PET mechanism

KW - Resonance effect

UR - https://www.scopus.com/pages/publications/34249796365

U2 - 10.1016/j.jphotochem.2007.03.004

DO - 10.1016/j.jphotochem.2007.03.004

M3 - 文章

AN - SCOPUS:34249796365

SN - 1010-6030

VL - 190

SP - 1

EP - 8

JO - Journal of Photochemistry and Photobiology A: Chemistry

JF - Journal of Photochemistry and Photobiology A: Chemistry

IS - 1

ER -

Novel cyanine dyes as fluorescent pH sensors: PET, ICT mechanism or resonance effect?

Abstract

Keywords

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